MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 574141 | Name: Alfrutamide
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Alfrutamide is a phenolic amide that has diverse biological activities including anti-inflammatory, antioxidative, and antiproliferative properties. It decreases nitric oxide (NO) production and inducible NO synthase (iNOS) activity and increases NO scavenging without inducing cytotoxicity. It also scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals in TLC autographic and spectrophotometric assays. Note: Alfrutamide is an trans-isomer (E-isomer with CAS#66648-43-9 and 65646-26-6) and N-cis-Feruloyl tyramine is a cis-isomer (Z-isomer, with CAS#80510-09-4)

Chemical Structure

Alfrutamide
Alfrutamide
CAS#66648-43-9 (E-isomer)

Theoretical Analysis

MedKoo Cat#: 574141

Name: Alfrutamide

CAS#: 66648-43-9 (E-isomer)

Chemical Formula: C18H19NO4

Exact Mass: 313.1314

Molecular Weight: 313.35

Elemental Analysis: C, 69.00; H, 6.11; N, 4.47; O, 20.42

Price and Availability

Size Price Availability Quantity
5mg USD 365.00 2 Weeks
10mg USD 685.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
66648-43-9 (E-isomer) 65646-26-6 (E-isomer) 80510-09-4 (Z-isomer)
Synonym
(E)-Feruloyltyramine, Alfrutamide, Moupinamide, N-E-Feruloyl tyramine; N-p-trans-Feruloyltyramine; N-trans-Feruloyltyramine; trans-Feruloyltyramine; trans-N-Feruloyltyramine
IUPAC/Chemical Name
(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
InChi Key
NPNNKDMSXVRADT-WEVVVXLNSA-N
InChi Code
InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+
SMILES Code
OC1=CC=C(CCNC(/C=C/C2=CC(OC)=C(O)C=C2)=O)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 313.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Capellades M, Coll NS, Figueras M, Gutiérrez A, Jiménez-Jiménez ÁL, Kashyap A, Laromaine A, Rencoret J, Serra O, Srinivasan S, Valls M, Zhang W. Corrigendum. New Phytol. 2022 Sep;235(6):2496. doi: 10.1111/nph.18295. Epub 2022 Jul 16. Erratum for: New Phytol. 2022 May;234(4):1411-1429. PMID: 35841590. 2: Moreira DL, Leitão GG. Quantitative determination of liriodenine and moupinamide in five species of Mollinedia by high performance liquid chromatography. Phytochem Anal. 2001 Jul-Aug;12(4):223-5. doi: 10.1002/pca.584. PMID: 11708299. 3: Zhang X, Liu F, Feng ZM, Jiang JS, Yang YN, Zhang PC. Bioactive amides from Polygonum cuspidatum. J Asian Nat Prod Res. 2021 Mar;23(3):228-234. doi: 10.1080/10286020.2021.1873298. Epub 2021 Jan 18. PMID: 33459060. 4: Schenck CA, Maeda HA. Tyrosine biosynthesis, metabolism, and catabolism in plants. Phytochemistry. 2018 May;149:82-102. doi: 10.1016/j.phytochem.2018.02.003. Epub 2018 Feb 23. PMID: 29477627. 5: Wang C, Liu AL, Wu HZ, Yang YF. Prediction the Molecular Mechanism of Shengmai Injection in Acute Treatment of COVID-19 Based on Network Pharmacology. Nat Prod Commun. 2022 Feb 2;17(2):1934578X221075075. doi: 10.1177/1934578X221075075. PMID: 35136386; PMCID: PMC8814618. 6: Zhao N, Yang G, Zhang Y, Chen L, Chen Y. A new 9,10-dihydrophenanthrene from Dendrobium moniliforme. Nat Prod Res. 2016;30(2):174-9. doi: 10.1080/14786419.2015.1046379. Epub 2015 Jul 1. PMID: 26132274. 7: Yang LJ, Yang ZD, Li ZJ, Yang SH, Shu ZM. Stephtetrandrine A-D, bisbenzylisoquinoline alkaloids from Stephania tetrandra. Nat Prod Res. 2023 Jan;37(2):204-215. doi: 10.1080/14786419.2021.1961135. Epub 2021 Aug 5. PMID: 34348525. 8: Zhu Y, Huang J, Shen T, Yue R. Mechanism of Jujube (Ziziphus jujuba Mill.) Fruit in the Appetite Regulation Based on Network Pharmacology and Molecular Docking Method. Contrast Media Mol Imaging. 2022 Apr 10;2022:5070086. doi: 10.1155/2022/5070086. PMID: 35480085; PMCID: PMC9013574. 9: Torre GLTD, Ponsaran KMG, de Guzman ALDP, Manalo RAM, Arollado EC. Safety, Efficacy, and Physicochemical Characterization of Tinospora crispa Ointment: A Community-Based Formulation against Pediculus humanus capitis. Korean J Parasitol. 2017 Aug;55(4):409-416. doi: 10.3347/kjp.2017.55.4.409. Epub 2017 Aug 31. PMID: 28877572; PMCID: PMC5594725. 10: Lemos VS, Thomas G, Barbosa Filho JM. Pharmacological studies on Aristolochia papillaris Mast. (Aristolochiaceae). J Ethnopharmacol. 1993 Oct;40(2):141-5. doi: 10.1016/0378-8741(93)90060-i. PMID: 8133655. 11: Kang C, Zhao D, Kang L, Wang S, Lv C, Zhou L, Jiang JY, Yang W, Li J, Huang LQ, Guo L. Elucidation of Characteristic Sulfur-Fumigated Markers and Chemical Transformation Mechanism for Quality Control of Achyranthes bidentate Blume Using Metabolome and Sulfur Dioxide Residue Analysis. Front Plant Sci. 2018 Jun 12;9:790. doi: 10.3389/fpls.2018.00790. PMID: 29946331; PMCID: PMC6007317. 12: Yao LJ, Jalil J, Attiq A, Hui CC, Zakaria NA. The medicinal uses, toxicities and anti-inflammatory activity of Polyalthia species (Annonaceae). J Ethnopharmacol. 2019 Jan 30;229:303-325. doi: 10.1016/j.jep.2018.10.001. Epub 2018 Oct 11. PMID: 30316887. 13: Othman A, Amen Y, Matsumoto M, Nagata M, Shimizu K. Bassiamide A, a new alkaloid from xero-halophyte Bassia indica Wight. Nat Prod Res. 2022 Jul;36(14):3610-3618. doi: 10.1080/14786419.2021.1872572. Epub 2021 Jan 18. PMID: 33459047. 14: Jiang M, Zhang W, Yang X, Xiu F, Xu H, Ying X, Stien D. An isoindole alkaloid from Portulaca oleracea L. Nat Prod Res. 2018 Oct;32(20):2431-2436. doi: 10.1080/14786419.2017.1419226. Epub 2017 Dec 22. PMID: 29272980. 15: Li SJ, Wang YQ. [On-line scavenging activity of Huanglian by HPLC-ABTS-DAD- Q-TOF-MS]. Zhongguo Zhong Yao Za Zhi. 2018 Jun;43(12):2570-2574. Chinese. doi: 10.19540/j.cnki.cjcmm.20180302.001. PMID: 29950077. 16: Li Y, Gong Z, Ma C, Feng X, Huang J. [Amides from Peperomia tetraphylla]. Zhongguo Zhong Yao Za Zhi. 2010 Feb;35(4):468-9. Chinese. doi: 10.4268/cjcmm20100413. PMID: 20450045. 17: Rukachaisirikul T, Kumjun S, Suebsakwong P, Apiratikul N, Suksamrarn A. A new pyrrole alkaloid from the roots of Cissampelos pareira. Nat Prod Res. 2021 Jan;35(1):80-87. doi: 10.1080/14786419.2019.1614576. Epub 2019 May 28. PMID: 31135214. 18: Nongmai C, Kanokmedhakul K, Promgool T, Paluka J, Suwanphakdee C, Kanokmedhakul S. Chemical constituents and antibacterial activity from the stems and leaves of Piper wallichii. J Asian Nat Prod Res. 2022 Apr;24(4):344-352. doi: 10.1080/10286020.2021.1933959. Epub 2021 Jun 4. PMID: 34085561. 19: Villada Ramos JA, Aguillón Osma J, Restrepo Cortes B, Loango Chamarro N, Maldonado Celis ME. Identification of potential bioactive compounds of Passiflora edulis leaf extract against colon adenocarcinoma cells. Biochem Biophys Rep. 2023 Mar 28;34:101453. doi: 10.1016/j.bbrep.2023.101453. PMID: 37009402; PMCID: PMC10063390. 20: Mhiri R, Koubaa I, Chawech R, Auberon F, Allouche N, Michel T. New Isoflavones with Antioxidant Activity Isolated from Cornulaca monacantha. Chem Biodivers. 2020 Dec;17(12):e2000758. doi: 10.1002/cbdv.202000758. Epub 2020 Nov 26. PMID: 33164327.